Homes for Sale, Windsor, WI

Located in northern Dane County, real estate in the town of Windsor provides quick access to Interstate 39/90/94, and is a short commute to Madison’s northeast side. The natural beauty of the Yahara River and the Token Creek Conservancy (190 acres of public land) provide a backdrop to the neighborhoods in this quiet Madison suburb. A significant number of properties offer at least a half acre of land. Architectural styles include ranch, prairie/craftsman, contemporary, transitional, and Tudor. For more information on the homes in Windsor, continue with our community profile below.

Curious about other communities to the northeast of Madison? See our DeForest and Sun Prairie community guides.

All Town of Windsor Real Estate Listings

All Town of Windsor Real Estate Listings

100 Properties Found. Page 1 of 17.
Photo of Listing #2014586
Open house

Scheduled Open House Open House Date: 2026-01-17 Open House Time: 12:00-4:00

New Listing

6358 Reagan Court, Windsor

$975,000 - 4 Beds, 4 Baths, 4,173 Sf

MLS® # 2014586, 1 day, Active

Photo of Listing #2014136
Open house

Scheduled Open House Open House Date: 2026-01-17 Open House Time: 12:00-2:00

New Listing

6630 Ramshorn Drive, Windsor

$600,000 - 3 Beds, 2 Baths, 1,765 Sf

MLS® # 2014136, 4 days, Active

Photo of Listing #2013544
New Listing

6662 Dusky Glen, Windsor

$669,900 - 4 Beds, 4 Baths, 3,156 Sf

MLS® # 2013544, 7 days, Offer-Show

Photo of Listing #2013556
Open house

Scheduled Open House Open House Date: 2026-01-18 Open House Time: 12:00-1:30

New Listing

6661 Dusky Glen, Windsor

$649,900 - 4 Beds, 3 Baths, 2,938 Sf

MLS® # 2013556, 7 days, Active

Photo of Listing #2014564

Lot 1 Whistling Wind Way, Windsor

$134,900

MLS® # 2014564, 9 days, Active

Photo of Listing #2013951

4070 Whistle Rock Circle, Windsor

$659,900 - 3 Beds, 3 Baths, 2,265 Sf

MLS® # 2013951, 27 days, Offer-Show

Just Sold Homes in Windsor, Wisconsin

Address Sold Price Sold Date Bed Bath Sqft. Price Per Sqft
6675 Warner Farm Drive $525,000 2025-12-22 3 2.00 1726 $304
L134 Blue Victoria Drive $199,000 2025-12-19 $
4611 Meadowlark Drive $369,000 2025-12-17 3 2.50 2025 $182
6365 Hayden Road $825,000 2025-12-12 4 3.50 3654 $226
4511 Maple Lane $440,000 2025-12-08 3 2.00 2076 $212
4698-4700 Willow Street $501,000 2025-12-04 $
#139 - 4013 Banbury Street $519,765 2025-11-25 4 3.00 2265 $229
4511 County Road Dm $524,900 2025-11-25 4 2.00 1827 $287
4104 Painted Arabian Run $589,500 2025-11-21 4 3.00 2595 $227
6691 Warner Farm Drive $549,900 2025-11-21 4 3.00 2736 $201
L28 Colton Way $249,000 2025-11-21 $
4627 Willow Street $260,000 2025-11-19 3 2.00 1584 $164
4471 2nd Street $395,000 2025-11-17 2 1.50 1206 $328
6783 Bootmaker Way $525,000 2025-11-14 3 3.00 2800 $188
4400 Singel Way $469,900 2025-11-12 3 3.50 1997 $235
6719 Honey Bee Court $623,900 2025-11-10 3 2.50 2059 $303
6638 Wagner's Vineyard Trail $1,399,900 2025-11-07 5 3.50 3804 $368
6643 Royal View Drive $635,000 2025-11-06 4 3.00 2703 $235
#148 - 4004 Banbury Street $574,600 2025-11-03 3 2.50 2264 $254
6359 Forest Park Drive $800,000 2025-11-03 3 3.50 2768 $289

The Windsor WI Real Estate Market

Current Listings

  • With Accepted Offers: 22
  • Without Accepted Offers: 78
  • Total Active Listings: 100
  • % with Accepted Offers: 22%
  • Months of Inventory: 5.7

Sold 01/16/2025 - 01/16/2026

  • Total Sold Listings: 164
  • Highest Sold Price: $2,100,000
  • Lowest Sold Price: $95,900
  • Average Sold Price: $515,994
  • Median Sold Price: $527,145

* Source: IDX Active & Sold Listings

* Property Types: Lots & Acreage, Single Family, Condo, Multi Family


More about the Town of Windsor, WI

The town of Windsor boasts 19 parks, the 190 acre Token Creek Conservancy, and the Lake Windsor Golf Club, a course open to the public. Take a bike ride along the conservancy’s almost 3 mile bike trail. Use a kayak or canoe and enjoy a trip down the Yahara River. Fish the streams or enjoy footpaths are also available through the parks.  The town’s close proximity to DeForest means the communities share annual activities and festivals, like the Yahara River Fest, which includes a 5K race along the river’s edge.

Town of Windsor Real Estate

Substantial farmland both in and around Windsor gives many neighborhoods a rural feel. The community also includes a wide variety of condominium options. Ranch, prairie/craftsman, and transitional homes are the most common architectural styles found in Windsor. 

Windsor Schools

Windsor properties are zoned to the DeForest Area School District, which includes a 4-year-old Kindergarten program, four elementary schools (one in Windsor), and a middle and high school. A portion of Windsor, including the Migration Path Estates area, is districted to Sun Prairie Area Schools, a district with seven elementary schools, two middle schools (6-7th grades) and a high school.

Looking to get out and tour any of the available homes in Windsor, WI? Contact us 24/7 for prompt and professional real estate services.

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